Lee Vacation Packages

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Your Lee Vacation

With one of our vacation packages to Lee, you'll have countless opportunities for relaxation and adventure. There's plenty to enjoy, including its rural countryside and spectacular views. A trip to Lee is an excellent opportunity to do a bit of sightseeing. Make sure you visit renowned attractions like Tanglewood Music Center, National Shrine of the Divine Mercy and Lee Premium Outlets. Expedia is here to help you escape the everyday. Tailor your vacation to Lee to suit your style of travel, whatever that may be.

Top Lee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was CA $1,636, price is now CA $1,049 per person
CA $1,049
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (2 reviews)
Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway

Reviewed on Jun. 23, 2025

The Perch Hotel

The Perch Hotel

2 out of 5
Price was CA $3,251, price is now CA $2,228 per person
CA $2,228
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (14 reviews)
Exceptional view. The sunrise from the valley view is incredible

Reviewed on Aug. 16, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was CA $2,835, price is now CA $2,315 per person
CA $2,315
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (512 reviews)
When we arrived the front desk had 2 people working with numerous check ins as there was a convention checking in as well as other guests. They were understaffed in many departments. The elevator rug needed replacement as it was dirty and worn. The side entrances were full of large spider webs and debris all the time it appeared no one every cleaned them. It was the disabled entrance. Our bathroom had a serious outdated issue. The hand rails in the tub were rusty and full of soap scum. The outside was in need of a refresh as well most of the iconic green shutters were broken/falling off. It just felt off from the beautiful iconic Equinox Inn of old when the owners took extreme pride in the quality of their quests experiences and comforts.

Reviewed on Aug. 21, 2025

The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Price was CA $4,347, price is now CA $3,579 per person
CA $3,579
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.6/10 Exceptional! (23 reviews)
I loved everything about this place ! The room the giraffe house it’s so gorgeous ! Sean the man who takes care of and manages the property is so knowledgeable. He gave my boyfriend and I a tour around the whole property with his goats and when I tell you this man knows the property HE KNOWS THE PROPERTY & history of the area. The experience wouldn’t have been the same with out him.

Reviewed on Jan. 11, 2025

The Amelia

The Amelia

2 out of 5
Price was CA $2,257, price is now CA $1,899 per person
CA $1,899
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
10/10 Exceptional! (23 reviews)
Beautiful hotel, great service. Loved the fresh baked goodies a s

Reviewed on Aug. 11, 2025

Ready to book your vacation to Lee?

 

Choose your dates

Lee Hotel Deals

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Sep 1 to Sep 2
CA $175
CA $196 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"It was in a good location. Hotel was clean, nice view on the lake. Decent breakfast. Indian restaurant on site was very good."

Reviewed on Aug. 22, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Sep 8 to Sep 9
CA $152
CA $169 total
Sep 8 - Sep 9
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Very clean, comfortable bed"

Reviewed on Aug. 23, 2025

Quality Inn
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Sep 8 to Sep 9
CA $88
CA $98 total
Sep 8 - Sep 9
includes taxes & fees
6.2/10 (625 reviews)
Great place to stay to explore the area
"Bed was comfortable, room was clean, everything worked properly. Quiet hotel."

Reviewed on Aug. 19, 2025

Econo Lodge Lee - Great Barrington
See all 497 properties in Lee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Lee vacation package cost?
Offering excellent value package deals from CA $1,049 on Expedia, you'll be thrilled with how little a vacation to Lee costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Lee?
If you're looking to score a cheap Lee vacation package, consider visiting in January, February and March. You'll generally find lower prices on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Lee?
With a well-planned schedule, you can easily hit the main Lee attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Lee vacation for longer.
Is it worth booking a vacation package to Lee?
Lee is a good vacation destination with attractions like Wood's Pond among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Lee vacation promises a good time for everyone.
How to find the best Lee package deals?
Begin your search for a Lee package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Lee package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lee escape underway.
Is it cheaper to book a Lee vacation as a package?
You can enjoy significant savings on your Lee break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Lee?
If you have your Lee vacation dates confirmed, book as soon as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Lee?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Lee.
  2. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Lee.
  3. Decide how long to go for: Now that you're more familiar with Lee, you can figure out the ideal length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Lee vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.